Becoming A Sissy Stories

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Orientation
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Infinite Scroll

Olivia Ch. 09

by Pgup on Sep 15, 2017
Novels and Novellas

Mom met me at the airport and this was just the first of several surprises I received during my short visit to the old homestead. I knew that mom neither drove nor did she even have a car so, she must have taken a cab to the airport and cab fare was never cheap. I obliquely raised the subject during the ride back to the city. "Hey mom, you're living the lif...

A Dreamy Riding Lesson For Annette

by Philibert on Sep 14, 2017
Erotic Couplings

It was my first day of horse back riding lessons. I was so excited. I had ridden horses when I was a young girl but that quickly stopped after I fell off of the horse and broke my arm. Now it is 30 years later and I never lost my love for horses and everything about them. A month previous, I saw the advertisement on-line for private horseback riding lesson...

Jack's Life Ch. 01

by scorpio1121 on Sep 2, 2017
Erotic Couplings

Jack slowly opened his eyes and grumbled as the alarm clock made its annoying noise. He fumbled around on the night stand and finally found the button to turn it off. He slid back the sheets and headed for the shower. Looking down he noticed his morning wood and grinned to himself. "I'm forty and it still works just fine" he thought to himself, and looked ov...

Under a Napa Moon

by ValoryG on Jul 30, 2019
Transgender & Crossdressers

My name is Maryanne. I'm a 28-year-old single woman living in the guest house on an old wine estate in the hills above the Napa Valley. It's purely a rental (I'm not a guest!), and I've lived there for around four years. It's very quiet, and the drive to work in my old jeep (I work as a social services psychologist) isn't too long. After a long day with pati...

Stacy Filfulls a Fantasy

by mdiver on Sep 12, 2017
Erotic Couplings

When Stacy handed in her retirement paperwork she felt relieved and excited. Finally she was free and she definitely was not going to teach part time like so many of her co-workers had done. No, she was going to travel and play. She had been thinking of learning how to scuba dive and to include that with some of her future trips. Over the last few years she...

The Garden Recondite Pt. 04

by Drmaxc on Sep 13, 2017
Erotic Couplings

Part 4 Growing the penis To wait for Siobhan was as much a fact of life as eating or sleeping. It was something Danielle did. She sat on the old green wooden bench and kicked her heels. It was where they always met - eventually. Siobhan was not that late on that particular Saturday. The girl came sauntering along in her green sunflower dress looking as pre...

A Wider Sky Ch. 03

by TalyisBagley on Sep 15, 2017
Sci-Fi & Fantasy

Copyright first edition 2013, 2015 Chapter 3 I'm strapped in tight that my chest could barely lift to take in air. My eyes drew to horizon transforming from blue to a lush spread of green as the hovercraft descended to travel down the street of a mossy treelined town. It looked so like the life in the pictures in my mother's childhood photo album: more hum...

Harlotsville Ch. 06

by Embers_X on Sep 15, 2017
Novels and Novellas

(c) Embers The commotion at the top of the stairs was fast becoming thunderous, vibrating the walls that surrounded Betty. She could hear the thumps of heavy boots, and the guffaws and hoots of men who sounded nearly as agitated as they were happy. With a biting prescience, the expression "thrown to the wolves" dashed through her mind. The frameless matt...

Lisa and Al Teach a Lesson

by colleenslittletoy on Sep 16, 2017
BDSM

My girlfriend, Lisa, and I had been having trouble. I was losing her, I could tell by her diminishing interest in me. Getting her into bed was becoming increasingly difficult even after offering her presents and awards. Even after I seduced her by crawling under the sheets and licking her delicious pussy she seemed disinterested. And when I finally mounted h...

Danny's Growing Lust Ch. 02

by TheAdventurer on May 20, 2019
Erotic Couplings

"White, table for two!" The hostess peered around the waiting area at the Black Heron restaurant for her guests. No one made any movement or tried to get her attention. "White, table for two!" she called again a little louder. An arm shot up in the air. "Here," replied a deep voice. The hostess followed the voice to a man seated near the far windows, ho...